Mariner's Pointe #203
Mariner's Pointe #203
Mariner's Pointe #203
Mariner's Pointe #203
Mariner's Pointe #203

Mariner's Pointe #203

2 bedrooms·2 baths
Indian Shores • Florida

$1,736.54 USD total for 7 nights

Sep 23 – 30, 2026

Mariner's Pointe #401
Mariner's Pointe #401
Mariner's Pointe #401
Mariner's Pointe #401
Mariner's Pointe #401

Mariner's Pointe #401

2 bedrooms·2 baths
Indian Shores • Florida

$1,703.95 USD total for 7 nights

Sep 23 – 30, 2026

Mariner's Pointe #402
Mariner's Pointe #402
Mariner's Pointe #402
Mariner's Pointe #402
Mariner's Pointe #402

Mariner's Pointe #402

2 bedrooms·2 baths
Indian Shores • Florida

$1,703.95 USD total for 7 nights

Sep 23 – 30, 2026

Mariner's Pointe #503
Mariner's Pointe #503
Mariner's Pointe #503
Mariner's Pointe #503
Mariner's Pointe #503

Mariner's Pointe #503

2 bedrooms·2 baths
Indian Shores • Florida

$1,703.95 USD total for 7 nights

Sep 23 – 30, 2026

Waterview Condos #403
Waterview Condos #403
Waterview Condos #403
Waterview Condos #403
Waterview Condos #403

Waterview Condos #403

2 bedrooms·2 baths
Indian Rocks Beach • Florida

$1,431.60 USD total for 6 nights

Sep 23 – 29, 2026

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Largo Waterview 6BR *Heated Pool/Hot Tub *GameRoom

5 bedrooms·4 baths
Largo • Florida
5(9 reviews)

$7,200.00 USD $6,648.00 USD total for 3 nights

Sep 23 – 26, 2026

Twin Oaks | Pool, Tiki Bar, Fire Pit | 5 Min Beach
A beautifully appointed coastal living room featuring a white brick fireplace with blue accents, a marlin wall sculpture, built-in shelving, and plush nautical-themed seating at Twin Oaks Coastal Luxury.
A bright, airy second living space with white slipcovered sofas, a distressed wood coffee table, starfish accents, and large plantation shuttered windows overlooking lush Florida greenery.
Castaway's Respite, a serene double-queen bedroom at Twin Oaks Coastal Luxury, features coastal patchwork quilts, seashell wall art, warm wood headboards, and a soft, beachy feel that sleeps four comfortably.
Twin Oaks Tiki Bar

Twin Oaks | Pool, Tiki Bar, Fire Pit | 5 Min Beach

4 bedrooms·3 baths
Largo • Florida
5(51 reviews)
$207 – $732/ night(excl. fees & taxes)
Sand Castle II #2703
Sand Castle II #2703
Sand Castle II #2703
Sand Castle II #2703
Sand Castle II #2703

Sand Castle II #2703

3 bedrooms·2 baths
Indian Rocks Beach • Florida

$2,609.46 USD total for 7 nights

Sep 23 – 30, 2026

Sand Castle III #603
Sand Castle III #603
Sand Castle III #603
Sand Castle III #603
Sand Castle III #603

Sand Castle III #603

3 bedrooms·2 baths
Indian Shores • Florida

$2,998.21 USD total for 7 nights

Sep 23 – 30, 2026

9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9 bedrooms·4 baths
Largo • Florida

$4,221.68 USD total for 3 nights

Sep 23 – 26, 2026

The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage

The Coffee Pot Cottage

2 bedrooms·1 bath
St. Petersburg • Florida
5(26 reviews)

$672.91 USD $558.33 USD total for 4 nights

Oct 17 – 21, 2026

The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage

The Bayou Breeze Cottage

1 bedroom·1 bath
St. Petersburg • Florida
5(28 reviews)

$450.64 USD $376.51 USD total for 3 nights

Oct 6 – 9, 2026

Private backyard retreat with hot tub, fire pit & outdoor dining under café lights
Relax under the courtyard pergola beside the fire table in your private outdoor lounge.
Evening fire pit seating for the whole group, plus BBQ grill and outdoor dining
Relax in the hot tub beneath the pergola with bar seating and ambient string lights.
Comfortable Seating for Family Movie Nights

The Salted Dream House

5 bedrooms·2½ baths
Largo • Florida
$420 – $1,717/ night(excl. fees & taxes)
Gulf front pool
Condo!
Front of the building
Hallway into condo
Hallway

Sand Isle I

2 bedrooms·2 baths
Indian Rocks Beach • Florida
4.77(100 reviews)

$847.50 USD total for 3 nights

Oct 22 – 25, 2026

Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 1
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 2
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 3
We have since added a couple outdoor chairs and a table here
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 5

Chill & Play: 4br home- Heated Pool, Lanai, Beach!

4 bedrooms·2 baths
Largo • Florida
4.93(45 reviews)
$275 – $285/ night(excl. fees & taxes)
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

3 bedrooms·2 baths
Largo • Florida
4.5(12 reviews)

$1,262.00 USD total for 3 nights

Sep 23 – 26, 2026

Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub

Clearwater Beach House • Heated Pool • Hot Tub

5 bedrooms·2 baths
Largo • Florida

$1,571.36 USD total for 3 nights

Sep 23 – 26, 2026

Beautiful Waterfront Condo short walk to the beach image 1
Beautiful Waterfront Condo short walk to the beach image 2
Beautiful Waterfront Condo short walk to the beach image 3
Beautiful Waterfront Condo short walk to the beach image 4
Beautiful Waterfront Condo short walk to the beach image 5

Beautiful Waterfront Condo 8 min walk to the beach

3 bedrooms·2 baths
Indian Rocks Beach • Florida

$4,642.15 USD $3,804.52 USD total for 29 nights

Oct 7 – Nov 5, 2026

Welcome to Emperor Rentals!
Have an amazing barbecue party while swimming with family and friends!
Feel cozy and refreshed on our beautiful couch and enjoy the well-lit environment. Make unforgettable memories with family and friends during you vacation!
Have the greatest sleep and feel the comfort of your home while away from home

Serenity Stay Villa

4 bedrooms·2 baths
Largo • Florida
5(26 reviews)

$769.26 USD total for 3 nights

Sep 28 – Oct 1, 2026

Welcome to Emperor Rentals!
Step outside onto your private outdoor sanctuary, a haven of serenity and natural beauty.
Featuring a plush blue couch that beckons you to sink in and relax.

Tidal Retreat

2 bedrooms·2 baths
Indian Rocks Beach • Florida
5(4 reviews)

$961.92 USD total for 3 nights

Oct 10 – 13, 2026

Beautiful View Overlooking Canal, Dock, and Lift
Aerial View of Back of Property
Welcome to Villa Azure
Kayaks provided
Outdoor dining table

Villa Azule | Luxury Waterfront Retreat • Walk to Indian Rocks Beach

4 bedrooms·5 baths
Indian Rocks Beach • Florida
4.88(146 reviews)

$2,065.13 USD total for 3 nights

Oct 2 – 5, 2026

Waterfront Heated Pool & Hot Tub
Grab the free paddle board and explore the waters around Indian Rocks Beach
Bahia Paradise
Add a 2nd 6-seater golf cart after booking so everyone can ride
Bahia Paradise

Bahia Paradise

4 bedrooms·4 baths
Indian Rocks Beach • Florida
5(1 review)
$469 – $2,051/ night(excl. fees & taxes)
250 steps to the Beach! image 1
250 steps to the Beach! image 3
250 steps to the Beach! image 4
250 steps to the Beach! image 5
250 steps to the Beach! image 6

250 steps to the Beach!

2 bedrooms·1 bath
Indian Rocks Beach • Florida
4.82(159 reviews)

$1,525.00 USD total for 7 nights

Sep 23 – 30, 2026

Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane

Paradise on Parkview Lane

3 bedrooms·1 bath
Largo • Florida
5(1 review)

$899.00 USD total for 3 nights

Jan 3 – 6, 2027